Canva acquires two more AI startups, Stayz founders join
Canva acquired two Sydney startups: Simtheory (AI collaboration platform) and Ortto (marketing automation, 11,000+ customers). Both founded by Chris and Mike Sharkey, who sold Stayz to Fairfax in 2006, then to HomeAway for $225M in 2013. This is Canva's fourth and fifth acquisition in six weeks. MagicBrief in January, MangoAI and Cavalry six weeks ago, Doohly two weeks ago (rumoured $30M). Financial terms not disclosed. Blackbird backed Ortto, which raised $46M total including a $16M round in 2017. The Sharkeys join Canva leadership: Mike ran both startups as CEO before the deals. Canva is at $4B annualised revenue with 265M monthly users, 31M paid. That revenue number suggests significant enterprise traction, but sales team size and structure not disclosed. Context for sales professionals: Five acquisitions in six weeks signals aggressive expansion. Marketing automation (Ortto) and AI collaboration (Simtheory) acquisitions point to enterprise play beyond freemium design tools. When companies buy this fast, integration teams grow: implementation, customer success, account management roles typically follow. Ortto served 190 countries pre-acquisition. That customer base needs coverage. Simtheory raised $5M seed 12 months ago, still early but validates AI workflow thesis. No hiring announcements yet. When Canva moves, they move fast: watch for Sydney-based sales roles supporting enterprise AI and marketing automation products. The Sharkey brothers have enterprise sales DNA from Stayz days, expect that experience to shape go-to-market. Worth noting: Canva does not publish sales team metrics. $4B ARR with 31M paid users suggests strong product-led growth, but enterprise deals at that scale need humans carrying bags. Acquisition spree of this pace usually means team expansion within 90 days.